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Voacamine

Chemical compound

Summary

Chemical compound

All PubChem and ChemSpider structures seem to have the wrong absolute configuration, or only partial or incomplete stereochemistry --{{Drugbox

Voacamine, also known under the older names voacanginine and vocamine, is a naturally occurring dimeric indole alkaloid of the secologanin type, found in a number of plants, including Voacanga africana and Tabernaemontana divaricata. It is approved for use as an antimalarial drug in several African countries. Voacamine exhibits cannabinoid CB1 receptor antagonistic activity.

Chemistry

Structure

There is considerable confusion about the absolute stereochemical configuration of voacamine and the originally published absolute structure had to be later revised. It has an ibogaine unit joined with vobasine unit.

Adverse Effect

Voacamine can cause hypertension in high dose.

References

References

  1. "Voacamine". Canadian Institutes of Health Research.
  2. (April 2011). "Discovery of indole alkaloids with cannabinoid CB1 receptor antagonistic activity". Bioorganic & Medicinal Chemistry Letters.
  3. (March 1966). "The absolute configuration of the Iboga alkaloids.". Canadian Journal of Chemistry.
  4. (1973). "Structure and Absolute Configuration of (+)-Coronaridine Hydrobromide. A Comment on the Absolute Configuration of the Iboga Alkaloids". J. Am. Chem. Soc..
  5. (1985). "oacanga, (Apocynaceae), a review of its taxonomy, phytochemistry, ethnobotany and pharmacology.". Agric. Univ. Wagenigen.
Wikipedia Source

This article was imported from Wikipedia and is available under the Creative Commons Attribution-ShareAlike 4.0 License. Content has been adapted to SurfDoc format. Original contributors can be found on the article history page.

indole-alkaloids antimalarial-agents
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